Cambridge Assessment International Education Cambridge International Advanced Subsidiary and Advanced Level. Published

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1 Cambridge Assessment International Education Cambridge International Advanced Subsidiary and Advanced Level CHEMISTRY 9701/4 Paper 4 A Level Structured Questions MARK SCHEME Maximum Mark: 100 Published This mark scheme is published as an aid to teachers and candidates, to indicate the requirements of the examination. It shows the basis on which Examiners were instructed to award marks. It does not indicate the details of the discussions that took place at an Examiners meeting before marking began, which would have considered the acceptability of alternative answers. Mark schemes should be read in conjunction with the question paper and the Principal Examiner Report for Teachers. Cambridge International will not enter into discussions about these mark schemes. Cambridge International is publishing the mark schemes for the series for most Cambridge IGCSE, Cambridge International A and AS Level components and some Cambridge O Level components. This document consists of 13 printed pages. UCLES 018 [Turn over

2 Generic Marking Principles These general marking principles must be applied by all examiners when marking candidate answers. They should be applied alongside the specific content of the mark scheme or generic level descriptors for a question. Each question paper and mark scheme will also comply with these marking principles. GENERIC MARKING PRINCIPLE 1: Marks must be awarded in line with: the specific content of the mark scheme or the generic level descriptors for the question the specific skills defined in the mark scheme or in the generic level descriptors for the question the standard of response required by a candidate as exemplified by the standardisation scripts. GENERIC MARKING PRINCIPLE : Marks awarded are always whole marks (not half marks, or other fractions). GENERIC MARKING PRINCIPLE 3: Marks must be awarded positively: marks are awarded for correct/valid answers, as defined in the mark scheme. However, credit is given for valid answers which go beyond the scope of the syllabus and mark scheme, referring to your Team Leader as appropriate marks are awarded when candidates clearly demonstrate what they know and can do marks are not deducted for errors marks are not deducted for omissions answers should only be judged on the quality of spelling, punctuation and grammar when these features are specifically assessed by the question as indicated by the mark scheme. The meaning, however, should be unambiguous. GENERIC MARKING PRINCIPLE 4: Rules must be applied consistently e.g. in situations where candidates have not followed instructions or in the application of generic level descriptors. UCLES 018 Page of 13

3 GENERIC MARKING PRINCIPLE 5: Marks should be awarded using the full range of marks defined in the mark scheme for the question (however; the use of the full mark range may be limited according to the quality of the candidate responses seen). GENERIC MARKING PRINCIPLE 6: Marks awarded are based solely on the requirements as defined in the mark scheme. Marks should not be awarded with grade thresholds or grade descriptors in mind. UCLES 018 Page 3 of 13

4 1(a)(i) peak organic compound explanation J carboxylic acid most polar K ketone polarity between J and L peak assignments [1] explanation of J or L [1] L alkene most non-polar 1(a)(ii) % of K = 18 / 9 = 19.6% 1 1(b)(i) Cl + Al Cl 3 Cl + + Al Cl 4 1 1(b)(ii) 4 1(b)(iii) H + + AlCl 4 AlCl 3 + HCl 1 1(c)(i) catalyst and the reactants are in the same phase / state 1 1(c)(ii) (Rh) heterogeneous AND (Fe 3+ ) homogeneous 1 UCLES 018 Page 4 of 13

5 (a) [1] (b)(i) orbitals have the same energy 1 (b)(ii) d-d splitting seen, leading to upper and 3 lower orbitals 1 (c) an ion / molecule that donates two pairs of electrons 1 (d) one correct [1] two correct and mirror images of each other [1] 3(a)(i) solution of A [Co(NH 3 ) 6 ] + [1] precipitate B CoCO 3 [1] 3(a)(ii) NaOH(aq) / OH (aq) 1 3(a)(iii) [Co(H O) 4 (OH) ] + 6NH 3 [Co(NH 3 ) 6 ] + + 4H O + OH 1 UCLES 018 Page 5 of 13

6 3(a)(iv) [Co(H O) 6 ] + + CO 3 CoCO 3 + 6H O 1 3(b)(i) variable oxidation states 1 3(b)(ii) 1 3(b)(iii) C 4 H 4 O 6 + 3[O] HCO + CO + H O 1 3(c)(i) square planar shape of one isomer [1] both isomers drawn and assigned as cis and trans correctly [1] 3(c)(ii) this can react / bond / bind with DNA [1] which prevents replication of the strand / prevents cell division / prevents mitosis [1] 3(d) 1 UCLES 018 Page 6 of 13

7 4(a) Ca 3 N + 6H O 3Ca(OH) + NH 3 products are Ca(OH) and NH 3 [1] rest of the equation, balanced [1] 4(b) M1: solubility increases (down the Group) [1] M: because lattice energy and hydration energy decreases or lattice energy and hydration energy become less exothermic / (more) endothermic[1] M3: because lattice energy decreases to a greater extent (than does H hyd ) [1] 4(c) 3 3 arrow label and direction correct [1] x 3 4(d)(i) K sp = [Ca + ][F ] [1] units = mol 3 dm 9 [1] 4(d)(ii) K sp = 4x 3 = x= (mol dm 3 ) 1 UCLES 018 Page 7 of 13

8 5(a) ionic radius / ion size increases OR charge density decreases (down the group) [1] less polarisation / distortion of anion / nitrate ion / NO 3 / nitrate group OR N-O / N=O bond is less weakened / distorted / polarised OR more energy to break N-O / N=O bond [1] 5(b) moles of Ce 4+ = / 1000 = (moles of Ce 4+ ) moles of NO = / = in 5 cm 3 (use of :1 ratio correctly) moles of NO = = 1.74(4) 10 3 in 100 cm 3 (use of 4:1 ratio correctly) mass NaNO = 1.74(4) 10 3 ( ) = 0.10 g (use of M r correctly) % purity = 0.10 / = 86.96% (use of correctly) 3 two points = [1] four points = [] all five points = [3] 5(c)(i) 5NO + MnO 4 + 6H + Mn + + 5NO 3 + 3H O OR 5HNO + MnO 4 + H + Mn + + 5NO 3 + 3H O all species correct [1] balanced [1] 5(c)(ii) E o cell = = 0.58 (V) 1 5(d)(i) weak acid is partly ionised and strong acid is completely ionised 1 5(d)(ii) + [H ][NO ] K a = [HNO ] 5(d)(iii) K a = [H + ] / [HNO ] [H + ] = = [1] ph = log[h + ] =.0 (1.99) [1] minimum sigificant figures 1 5(d)(iv) % ionisation = / 0.15 = % 1 UCLES 018 Page 8 of 13

9 5(e)(i) M1 A solution that resists changes in ph [1] M when small amounts of acid or alkali are added to it [1] 5(e)(ii) M1 HNO + OH NO + H O [1] M NO + H + HNO [1] 5(f)(i) CuCN / copper(i) cyanide 1 5(f)(ii) 5(g) [1] number of peaks W 6 Z 3 [1] UCLES 018 Page 9 of 13

10 6(a)(i) KCN / NaCN / CN - 1 6(a)(ii) step 1 PCl 3 + heat / PCl 5 / SOCl [1] step 4 NaBH 4 [1] 6(b)(i) 6(b)(ii) step I condensation [1] step II reduction [1] 6(c) amide bond (CO-NH) structure of polymer with exactly two repeat units continuation bonds hydrocarbon portions correct two points = [1] four points = [1] UCLES 018 Page 10 of 13

11 7(a)(i) C 15 H 10 N O 1 7(a)(ii) -NH-CO-O- linkage [1] whole molecule correct [1] 7(a)(iii) intermolecular force group(s) involved hydrogen bonding NH VDW forces / Induced dipole-dipole forces / polar forces -C 6 H 4 CH - allow benzene / aromatic rings M1 hydrogen bonding [1] M NH group for hydrogen AND second correct IMF [1] 7(b) type of polymer example 3 synthetic polyamide nylon / Kevlar synthetic polyester Terylene conducting polymer polyacetylene / polyethyne non-solvent based adhesive epoxyresins / superglue one mark [1] for each correct answer up to a maximum of [3] UCLES 018 Page 11 of 13

12 8(a)(i) species with an unpaired electron 1 8(a)(ii) NH + Cl NH Cl 1 8(b)(i) 1 8(b)(ii) sp 3 AND (c)(i) (entropy) is a measure of the disorder/randomness of a system 1 8(c)(ii) S o = ( ) = 15.0 (J K 1 mol 1 ) 1 8(c)(iii) H o = ( ) = 31.1 (kj mol 1 ) 1 8(c)(iv) G o = H o T S o [1] G o = ( ) = 6.6 (kj mol 1 ) [1] 8(c)(v) (at higher temperatures) T S o becomes more negative so G o becomes more positive OR (at high temperatures) T S o is becomes more positive so G o becomes more positive 1 8(d) ethylamine > ammonia > phenylamine [1] ethyl group is electron donating group [1] p-orbital from N in phenylamine overlaps with π-ring system OR lone pair on N is delocalised into benzene ring [1] basicity linked to ability of N to accept a proton [1] 4 UCLES 018 Page 1 of 13

13 9(a) M1 peptide link [1] M rest of the structure [1] 9(b) spot identity 3 E Glu F Glu-Cys G Cys M1 correct table [1] M Explanation of why Cys moves the least because it exists as a zwitterion / it is almost neutral [1] M3 Explanation of why Glu-Cys moves a smaller distance than Glu a comparitive statement that Glu-Cys has a greater M r than Glu [1] UCLES 018 Page 13 of 13

Cambridge Assessment International Education Cambridge International Advanced Subsidiary and Advanced Level. Published

Cambridge Assessment International Education Cambridge International Advanced Subsidiary and Advanced Level CHEMISTRY 9701/41 Paper 4 A Level Structured Questions October/November 018 MARK SCHEME Maximum